Chief Executive Assistant

🔥 0 minutes ago

🏈 Alabama, Alaska, +21 more states – Remote

🏈 Alabama – Remote 🐻 Alaska – Remote 🌵 Arizona – Remote 🏄 California – Remote ⛰️ Colorado – Remote 🐊 Florida – Remote 🌺 Hawaii – Remote 🌽 Illinois – Remote 🌾 Iowa – Remote 🐎 Kentucky – Remote ⚜️ Louisiana – Remote 🎰 Nevada – Remote 🌲 North Carolina – Remote 🏈 Ohio – Remote 🦀 Maryland – Remote 🚗 Michigan – Remote 🏰 Missouri – Remote 🔔 Pennsylvania – Remote 🌴 South Carolina – Remote 🎸 Tennessee – Remote 🤠 Texas – Remote ⚔️ Virginia – Remote ☕ Washington – Remote

💵 $7.2k / year

⏳ Contract/Temporary

🔴 Lead

👨‍💼 Executive Assistant

👻 Ghost score 0%

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Squared Away

WebsiteLinkedInAll Job Openings

201 - 500 employees

Founded 2018

💼 Consulting

📣 Marketing

✈️ Travel

Consulting • Marketing • Travel

Squared Away is a virtual assistant company founded by Michelle, a military spouse, to create employment opportunities for fellow military spouses. The company offers a wide range of services, including scheduling, travel planning, marketing, social media management, event planning, bookkeeping, and more. Squared Away prides itself on employing talented and driven military spouses who provide exceptional assistance to teams and businesses. The company aims to give its clients more time to focus on what truly matters by handling administrative and operational tasks efficiently.

📋 Description

• Manage and optimize complex executive calendars across time zones • Anticipate conflicts and proactively resolve scheduling issues • Protect executive focus by enforcing priorities and boundaries • Manage executive inboxes with discretion and sound judgment • Draft, respond to, and triage correspondence on behalf of executives • Surface urgent matters promptly and appropriately • Coordinate domestic and international travel end-to-end • Prepare detailed itineraries and anticipate changes or disruptions • Prepare meeting materials, agendas, presentations, and reports • Track action items, deadlines, and follow-through across initiatives • Create, document, and refine workflows to improve efficiency • Identify tools and processes that reduce friction and increase clarity • Research competitors, tools, vendors, and market trends • Provide concise summaries to support executive decision-making • Handle sensitive and confidential information with absolute integrity • Support assigned clients and build momentum during the first 90 days • Build trust and rapport with executives through consistent communication and follow-through • Develop understanding of executive priorities, preferences, and working style • Establish reliable systems for tracking tasks, deadlines, and follow-ups • Structure the workday to balance availability, focused work time, and responsiveness

🎯 Requirements

• Maintain a permanent U.S. address in Alabama, Alaska, Arizona, California, Colorado, Florida, Georgia, Hawaii, Illinois, Indiana, Iowa, Kentucky, Louisiana, Maryland, Michigan, Missouri, Nevada, North Carolina, Ohio, Pennsylvania, South Carolina, Tennessee, Texas, Virginia, or Washington • Local hiring restrictions apply in specified areas of California, Illinois, Maryland, Pennsylvania, and Washington • Military spouses living overseas on active orders must maintain a permanent address in an eligible state and reliably support clients during U.S. business hours • Availability during Monday–Friday, 9 AM–5 PM in the applicant’s time zone • Cannot combine this role with another job that limits availability during those hours • Ability to commit a minimum of 50 hours per month, with flexibility to take on additional hours • Administrative experience supporting senior leaders required • Experience supporting executive-level roles strongly preferred • Experience working remotely strongly preferred • Reliable home office setup with a Mac or PC computer, webcam, high-speed internet, smartphone with email capabilities, and designated quiet workspace • Strong written and verbal communication skills • Proficiency in Microsoft Office, including Word, Excel, PowerPoint, and Outlook • Familiarity with project management tools • Experience managing schedules, communication, and priorities across time zones • Understanding of cross-cultural communication in a global working environment • Exceptional organization and attention to detail • High emotional intelligence and situational awareness • Ability to work independently without constant direction • Tech-savvy and quick to learn new systems and tools • Proactive mindset that anticipates needs

🏖️ Benefits

• 1099 independent contractor status through December 31, 2026 • Transition to W-2 employment effective January 1, 2027 • Employer-paid payroll taxes as part of W-2 employment • Benefits provided as part of the W-2 employment package • Payment issued twice monthly • Fully remote role • Client acquisition, contracts, billing, and invoicing handled by Squared Away • Access to a vetted client base across diverse industries • Eligibility for applicable W-2 Chief Executive Assistant policies and benefits beginning January 1, 2027